There’s nothing quite like the cheerful spirit found throughout the Lexington area during the holidays. Here are just a few upcoming events this late November and early December to put on your calendar!

Santa at Lexington Green

Friday, November 25th – Saturday, December 24th

161 Lexington Green Circle

There are many places you can find Santa– and take heartwarming or hilarious photos with him– in Lexington and the surrounding areas. One iconic location is the Lexington Green, where Santa will be celebrating his 15th year visiting. You can schedule your appointment here to secure your photo opportunity with Saint Nick. Other places you’ll find Santa include Fayette Mall, Cabela’s, and Hamburg Pavillion.

Beech Springs Christmas Market

Saturday, November 26th at 10 am – 4 pm

4476 Old Boonesboro Road (Winchester, KY)

A quick drive over to neighboring Winchester will bring you to Beech Spring Farm Market’s fourth annual Christmas Market, where dozens of local vendors will be selling their festive wares. In addition to all the unique vendor booths the event will feature, there will be refreshments from local breweries and coffee houses available.

Luminate Lexington Holiday Lighting Festival

Sunday, November 27th at 3 pm – 7 pm

400 West Main Street (Triangle Park)

The Holiday Lighting Festival is a cherished Lexington tradition that features the lighting of Lexington’s Hanukkah Menorah and Christmas Tree. In addition, there will be a wide range of winter festivities taking place, including ice skating in beautiful Triangle Park and the singing of Christmas carols and Hanukkah songs. Celebrate the start of the season in the heart of downtown Lexington!

Lexington Chamber Chorale’s Celebration of the Holidays

Sunday, November 27th at 5 pm

460 East Main Street

See Lexington Chamber Chorale perform winter holiday songs as part of their first full season in two years! The concert will take place at Second Presbyterian Church and welcomes all to come sing along. You can secure your online tickets on the Lexington Chamber Chorale’s website. The Chorale has also announced two 2023 performances with tickets up for grabs now.

The Lexington Ballet Company’s The Nutcracker

Friday, December 9th – Friday, December 16th at 2:30 pm (afternoons) / 7:30 pm (evenings)

Lexington Opera House’s annual hosting of The Nutcracker, performed by The Lexington Ballet Company, has delighted the community for years during the holiday season. This year there will be five opportunities to attend the spectacular show, with both afternoon and evening showings available. It’s the perfect way to sit back, relax, and take in the joy of the holidays with your loved ones.

Pentatonix: A Christmas Spectacular

Sunday, December 4th at 7 pm

Celebrated acapella group Pentatonix will be paying a visit to Rupp Arena this December, ringing in the holidays and performing songs from their latest album, Holidays Around the World. In addition, Pentatonix will be joined by The Voice’s 2011 winners Girl Named Tom.

Trans-Siberian Orchestra: The Ghosts of Christmas Eve

Wednesday, December 7th at 7 pm

As many know, there’s little Christmastime entertainment as bombastic and high-production as the shows of the Trans-Siberian Orchestra, who are responsible for iconic renditions of holiday tunes like “Carol of the Bells” and “Christmas Eve/Sarajevo.” They’ll also be stopping by Rupp Arena this year, playing the wintry classics we all know and love.